Multicomponent Reactions Upon the Known Drug Trimethoprim as a Source of Novel Antimicrobial Agents

Novel antibiotic compounds have been prepared through a selective multicomponent reaction upon the known drug Trimethoprim. The Groebke-Blackburn-Bienaymé reaction involving this α-aminoazine, with a range of aldehydes and isocyanides afforded the desired adducts in one-step. The analogs display mea...

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Main Authors:	Marina Pedrola, Marta Jorba, Eda Jardas, Ferran Jardi, Ouldouz Ghashghaei, Miguel Viñas, Rodolfo Lavilla
Format:	Article
Language:	English
Published:	Frontiers Media S.A. 2019-07-01
Series:	Frontiers in Chemistry
Subjects:	antibiotics drugs isocyanides multicomponent reactions resistant bacteria
Online Access:	https://www.frontiersin.org/article/10.3389/fchem.2019.00475/full

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spelling	doaj-9167266025804ae4bdd7b4ee6ad5556f2020-11-24T23:53:20ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462019-07-01710.3389/fchem.2019.00475464174Multicomponent Reactions Upon the Known Drug Trimethoprim as a Source of Novel Antimicrobial AgentsMarina Pedrola0Marta Jorba1Marta Jorba2Eda Jardas3Ferran Jardi4Ouldouz Ghashghaei5Miguel Viñas6Miguel Viñas7Rodolfo Lavilla8Laboratory of Medicinal Chemistry, Faculty of Pharmacy and Food Sciences and Institute of Biomedicine (IBUB), University of Barcelona, Barcelona, SpainLaboratory of Molecular Microbiology & Antimicrobials, Department of Pathology & Experimental Therapeutics, Medical School, Hospitalet de Llobregat, University of Barcelona, Barcelona, SpainBellvitge Institute for Biomedical Research (IDIBELL), Barcelona, SpainLaboratory of Medicinal Chemistry, Faculty of Pharmacy and Food Sciences and Institute of Biomedicine (IBUB), University of Barcelona, Barcelona, SpainLaboratory of Medicinal Chemistry, Faculty of Pharmacy and Food Sciences and Institute of Biomedicine (IBUB), University of Barcelona, Barcelona, SpainLaboratory of Medicinal Chemistry, Faculty of Pharmacy and Food Sciences and Institute of Biomedicine (IBUB), University of Barcelona, Barcelona, SpainLaboratory of Molecular Microbiology & Antimicrobials, Department of Pathology & Experimental Therapeutics, Medical School, Hospitalet de Llobregat, University of Barcelona, Barcelona, SpainBellvitge Institute for Biomedical Research (IDIBELL), Barcelona, SpainLaboratory of Medicinal Chemistry, Faculty of Pharmacy and Food Sciences and Institute of Biomedicine (IBUB), University of Barcelona, Barcelona, SpainNovel antibiotic compounds have been prepared through a selective multicomponent reaction upon the known drug Trimethoprim. The Groebke-Blackburn-Bienaymé reaction involving this α-aminoazine, with a range of aldehydes and isocyanides afforded the desired adducts in one-step. The analogs display meaningful structural features of the initial drug together with relevant modifications at several points, keeping antibiotic potency and showing satisfactory antimicrobial profile (good activity levels and reduced growth rates), especially against methicillin-resistant Staphylococcus aureus. The new products may open new possibilities to fight bacterial infections.https://www.frontiersin.org/article/10.3389/fchem.2019.00475/fullantibioticsdrugsisocyanidesmulticomponent reactionsresistant bacteria
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Marina Pedrola Marta Jorba Marta Jorba Eda Jardas Ferran Jardi Ouldouz Ghashghaei Miguel Viñas Miguel Viñas Rodolfo Lavilla
spellingShingle	Marina Pedrola Marta Jorba Marta Jorba Eda Jardas Ferran Jardi Ouldouz Ghashghaei Miguel Viñas Miguel Viñas Rodolfo Lavilla Multicomponent Reactions Upon the Known Drug Trimethoprim as a Source of Novel Antimicrobial Agents Frontiers in Chemistry antibiotics drugs isocyanides multicomponent reactions resistant bacteria
author_facet	Marina Pedrola Marta Jorba Marta Jorba Eda Jardas Ferran Jardi Ouldouz Ghashghaei Miguel Viñas Miguel Viñas Rodolfo Lavilla
author_sort	Marina Pedrola
title	Multicomponent Reactions Upon the Known Drug Trimethoprim as a Source of Novel Antimicrobial Agents
title_short	Multicomponent Reactions Upon the Known Drug Trimethoprim as a Source of Novel Antimicrobial Agents
title_full	Multicomponent Reactions Upon the Known Drug Trimethoprim as a Source of Novel Antimicrobial Agents
title_fullStr	Multicomponent Reactions Upon the Known Drug Trimethoprim as a Source of Novel Antimicrobial Agents
title_full_unstemmed	Multicomponent Reactions Upon the Known Drug Trimethoprim as a Source of Novel Antimicrobial Agents
title_sort	multicomponent reactions upon the known drug trimethoprim as a source of novel antimicrobial agents
publisher	Frontiers Media S.A.
series	Frontiers in Chemistry
issn	2296-2646
publishDate	2019-07-01
description	Novel antibiotic compounds have been prepared through a selective multicomponent reaction upon the known drug Trimethoprim. The Groebke-Blackburn-Bienaymé reaction involving this α-aminoazine, with a range of aldehydes and isocyanides afforded the desired adducts in one-step. The analogs display meaningful structural features of the initial drug together with relevant modifications at several points, keeping antibiotic potency and showing satisfactory antimicrobial profile (good activity levels and reduced growth rates), especially against methicillin-resistant Staphylococcus aureus. The new products may open new possibilities to fight bacterial infections.
topic	antibiotics drugs isocyanides multicomponent reactions resistant bacteria
url	https://www.frontiersin.org/article/10.3389/fchem.2019.00475/full
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Multicomponent Reactions Upon the Known Drug Trimethoprim as a Source of Novel Antimicrobial Agents

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